D-Tyrosine → o-Benzyl-D-tyrosine

HRID 1646914

반응식

HRID 1646914 반응식
[NH2:1][C@@H:2]([C:11]([OH:13])=[O:12])[CH2:3][C:4]1[CH:9]=[CH:8][C:7]([OH:10])=[CH:6][CH:5]=1>C(O)(C(F)(F)F)=O.C(Cl)Cl>[NH2:1][C@@H:2]([C:11]([OH:13])=[O:12])[CH2:3][C:4]1[CH:5]=[CH:6][C:7]([O:10][CH2:3][C:4]2[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=2)=[CH:8][CH:9]=1

참가 물질

3

반응물 1

HCID 71098D-Tyrosine2회

생성물 1

HCID 725704o-Benzyl-D-tyrosine

시약·촉매·용매 1

HCID 21863450Trifluoroacetic acid methylene chloride용매

실험 절차

7,5 g of a chloromethylated styrene-divinylbenzene copolymer (Merrifield resin, 1% cross-linked) are esterified with 1.113 g of Boc-D-Tyr(Bzl)-OH (3 mmoles) by refluxing for 45 hours in 60 ml of ethyl acetate in the presence of 0.42 ml of triethylamine. The resin is separated by filtration, washed successively with ethyl acetate, ethanol and water, and dried under vacuum at 25° C. 8.09 g of Boc-D-Tyr(Bzl)-resin are obtained having an esterification degree of 0.201 mmoles of D-Tyr/g calculated on the basis of the difference between the total amount of D-Tyr derivative employed and the one remained in mother liquors and in washings (determination by UV at 276 nm). The resin is Boc-deprotected by treatment with 70 ml of TFA/CH2Cl2 1/1 for 30 minutes at room temperature; thereafter it is filtered and suspended for 30 minutes under stirring in 70 ml of 10% triethylamine in chloroform. After filtrating, washing with chloroform and drying under vacuum, the product H-D-Tyr(Bzl)-resin is obtained.

후처리

  1. customfor 30 minutes
  2. customat room temperature
  3. filtrationthereafter it is filtered
  4. filtrationAfter filtrating
  5. washwashing with chloroform
  6. customdrying under vacuum

출처 및 근거

ORD 기록
ord-3be09a456f544d0b861e0ac2a351b59a
출처 데이터셋
uspto-grants-1993_01
특허 번호
US05182265

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